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Isle of Wight

$104+ Cheap flights from Westchester County to Isle of Wight, VA

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/16. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — RIC
oct. 15 — oct. 221
mié. 10/15
mié. 10/22
1 adult, Economy
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Cheap flight deals from Westchester County to Isle of Wight

Keep the following information in mind while searching for Westchester County to Isle of Wight flight deals. Data was last updated septiembre 15, 2025.

Round-trip from

$183
(American Airlines)

One-way from

$104
(CheapOair)

Popular in

December

Cheapest in

June

Average price

$235
From Westchester County to Isle of Wight
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One-way flight from Westchester County to Isle of Wight
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Highest demand for flights based on searches. 7% potential increase in price ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Westchester County to Isle of Wight

Cheapest flights from Westchester County to Isle of Wight
Explore the most affordable flight options available from Westchester County to Isle of Wight. Find the lowest fares from popular airlines and budget airlines, with prices last updated on septiembre 15, 2025.

This American Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/296:55 pmHPN - ORF
1 stop4h 03mAmerican Airlines
mié. 11/56:00 amORF - HPN
1 stop7h 00mAmerican Airlines
Deal found 9/13$183
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/187:59 amHPN - ORF
1 stop4h 51mAmerican Airlines
vie. 10/247:35 pmORF - HPN
1 stop3h 54mAmerican Airlines
Deal found 9/15$198
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/186:30 amHPN - ORF
1 stop3h 18mAmerican Airlines
sáb. 10/252:35 pmORF - HPN
1 stop3h 45mAmerican Airlines
Deal found 9/14$203
This American Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/131:41 pmHPN - ORF
1 stop4h 56mAmerican Airlines
mar. 9/165:30 amORF - HPN
1 stop3h 52mAmerican Airlines
Deal found 9/13$223
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 10/288:00 amHPN - ORF
2 stops23h 25mBreeze Airways
jue. 11/67:15 amORF - HPN
1 stop13h 15mBreeze Airways
Deal found 9/14$235
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/308:00 amHPN - ORF
1 stop7h 53mBreeze Airways
mié. 11/59:39 pmORF - HPN
2 stops22h 51mBreeze Airways
Deal found 9/14$237
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/308:00 amHPN - ORF
1 stop7h 53mBreeze Airways
jue. 11/67:15 amORF - HPN
1 stop13h 15mBreeze Airways
Deal found 9/14$238
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/308:00 amHPN - ORF
1 stop7h 53mBreeze Airways
lun. 11/34:57 pmORF - HPN
2 stops18h 32mBreeze Airways
Deal found 9/14$252
This American Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/266:50 pmHPN - ORF
1 stop4h 25mAmerican Airlines
lun. 9/296:00 amORF - HPN
1 stop4h 45mAmerican Airlines
Deal found 9/13$256
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/308:00 amHPN - ORF
1 stop7h 53mMultiple Airlines
dom. 11/21:06 pmORF - HPN
2 stops22h 22mMultiple Airlines
Deal found 9/14$259
This American Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 9/266:50 pmHPN - ORF
1 stop4h 25mAmerican Airlines
mar. 9/3011:14 amORF - HPN
1 stop5h 45mAmerican Airlines
Deal found 9/13$260
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/308:00 amHPN - ORF
1 stop7h 53mMultiple Airlines
jue. 11/68:01 amORF - HPN
2 stops27h 27mMultiple Airlines
Deal found 9/14$262

Cheapflights Fare Finder

 
Customize your flight search to find flights from Westchester County to Isle of Wight that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated septiembre 15, 2025.
Use the filters below to find and compare flights from Westchester County to Isle of Wight that are best for you.

Fly from

Westchester County

Fly to

Isle of Wight

Route

Depart

Return

Price

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

mié. 10/29

6:55 pm-10:58 pm

1 stop4h 03m

Norfolk

mié. 11/5

6:00 am-1:00 pm

1 stop7h 00m

$183

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

jue. 10/30

8:00 am-3:53 pm

1 stop7h 53m

Norfolk

sáb. 11/1

9:39 pm-9:30 pm

2 stops23h 51m

$235

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

vie. 10/31

8:25 am-7:25 am

2 stops23h 00m

Norfolk

jue. 11/6

7:15 am-8:30 pm

1 stop13h 15m

$237

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

dom. 9/28

8:00 am-11:24 am

2 stops27h 24m

Norfolk

jue. 10/2

7:05 am-8:30 pm

1 stop13h 25m

$256

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

vie. 9/26

6:50 pm-11:15 pm

1 stop4h 25m

Norfolk

lun. 9/29

6:00 am-10:45 am

1 stop4h 45m

$256

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

jue. 10/30

8:00 am-3:53 pm

1 stop7h 53m

Norfolk

dom. 11/2

1:06 pm-11:28 am

2 stops22h 22m

$259

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

vie. 9/26

6:50 pm-11:15 pm

1 stop4h 25m

Norfolk

mar. 9/30

11:14 am-4:59 pm

1 stop5h 45m

$260

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

jue. 10/30

8:00 am-3:53 pm

1 stop7h 53m

Norfolk

dom. 11/2

7:05 am-8:30 pm

1 stop13h 25m

$266

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

sáb. 10/4

6:30 am-9:26 am

1 stop2h 56m

Norfolk

sáb. 10/11

2:35 pm-6:20 pm

1 stop3h 45m

$284

White PlainsNorfolk

HPN - ORF

HPNORF

White Plains Westchester County

jue. 10/9

7:59 am-3:10 pm

1 stop7h 11m

Norfolk

dom. 10/12

5:00 am-9:29 am

1 stop4h 29m

$297

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 20 results
1
2

Best time to book a flight from Westchester County to Isle of Wight

Have a flexible travel schedule? Discover the best time to fly to Isle of Wight from Westchester County with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Westchester County to Isle of Wight

What is the cheapest month to book a flight from Westchester County to Isle of Wight?

Currently, January is the cheapest month in which you can book a flight from Westchester County to Isle of Wight (average of $281). Flying from Westchester County to Isle of Wight in March is currently the most expensive (average of $351). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from REU to I1W?

Find hourly flight availability from Westchester County to Isle of Wight. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated septiembre 15, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Westchester County to Isle of Wight as you normally would.

Reviews of airlines servicing Isle of Wight

Get insights into the airlines that provide service to Isle of Wight. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Isle of Wight. Reviews last updated septiembre 15, 2025.
Peruse reviews from past customers who have flown with American Airlines from Westchester County to Isle of Wight to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
10,000 reviews

Crew

8.0

Overall

7.2

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
10,000 reviews
American Airlines
7.2
Good
10,000 reviews

Crew

8.0

Overall

7.2

Boarding

7.5

Entertainment

6.9

Comfort

7.2

Food

6.4

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Related info for your journey

Find useful and relevant information for your journey from Westchester County to Isle of Wight. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Westchester County to Isle of Wight?

    Airlines like American Airlines and Breeze Airways fly from Westchester County to Isle of Wight in about 4h 03m. The time it takes to get you to your destination can typically vary by up to 3h 50m. Westchester County and Isle of Wight are separated by a distance of 318 mi. This flight may include one or multiple stops.

  • Can I find deals for flights from Westchester County to Isle of Wight that include hotel bookings?

    Yes. In addition to deals on Westchester County to Isle of Wight flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Westchester County to Isle of Wight?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Westchester County to Isle of Wight.

  • Can I find deals for business class flights from Westchester County to Isle of Wight?

    Yes. Cheapflights offers flight deals from Westchester County to Isle of Wight by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Westchester County to Isle of Wight?

    Currently, January is the cheapest month in which you can book a flight from Westchester County to Isle of Wight (average of $281). Flying from Westchester County to Isle of Wight in March is currently the most expensive (average of $351). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Westchester County to Isle of Wight

Discover the top airline that operate flights from Westchester County to Isle of Wight. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated septiembre 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$158Average$401FlexibilityNo cancel feeOn-time71%

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